Electrochemical oxidation of hematoxylin – Part 1: Experimental and theoretical studies in an aqueous acidic medium

Beiginejad, Hadi; Nematollahi, Davood; Bayat, Mehdi

doi:10.1016/j.jelechem.2012.05.022

Cited by 17 publications

(9 citation statements)

References 35 publications

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“…This difference is related to formation of a thin film of RA (1) at the surface of the electrode in aqueous solution containing phosphate buffer (pH = 2) and two-step oxidation of RA (1) is not observed. 27 But in pH = 6 the RA (1) after dissociation converts to 1A and has a negative charge (Scheme 2), therefore solubility of 1A is more than that of 1, and adsorption of 1A is less than that of 1 and two anodic peaks (A 1 and A 2 ) are visible.…”

Section: Resultsmentioning

confidence: 99%

“…[17][18][19][20][21][22][23][24][25] RA (1) has two electroactive catechol moieties (ring A and ring B), which are independent of each other and can participate in the electrochemical oxidation-reduction process. Our experience about electrochemical oxidation of species contains one or two catechol rings, [26][27][28][29][30][31] the importance of RA (1) and lack of electrochemical oxidation results of it prompted us to the electrochemical study of RA (1). In this paper, a mechanism was proposed for the electrochemical oxidation of RA (1), and also its adsorption behavior was investigated in the aqueous solutions at various pHs.…”

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confidence: 99%

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Thermodynamic and Mechanistic Study of the Electrochemical Oxidation of Rosmarinic Acid

Beiginejad¹,

Moradi²,

Paziresh³

et al. 2018

J. Electrochem. Soc.

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Electrochemical oxidation of rosmarinic acid (RA) in aqueous solutions has been studied using cyclic voltammetry, linear sweep voltammetry and differential pulse voltammetry. RA (1) has two catechol rings, and the electrochemical study of it shows two oxidation-reduction peaks (E r E r mechanism). In the first step oxidation RA (1) converted to OX 1-1 , and in the second step of oxidation the produced OX 1-1 oxidized to OX 2 . Two possible structures were designed for the first step of oxidation and optimized at the B3LYP/6-311 G (d, p) level of theory. To confirm the results, the oxidation potential of RA (1) was compared with some catechol species at pH = 0.0. Plotted diagram of the oxidation potential versus G tot showed a good correlation between the electrochemical oxidation potential (E pA0 ) and calculated G tot of electrochemical oxidation of studied species. The voltammetric study in the basic solutions shows a dimerization reaction after electron transfer process. Analysis of the voltammograms shows a partially adsorption behavior in the electrochemical oxidation of RA (1). Also, pKa of RA (1) was determined by the use of acid-base titration and effect of deprotonation of RA (1) on voltammograms was studied.

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Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

Thermodynamic and Mechanistic Study of the Electrochemical Oxidation of Rosmarinic Acid

Beiginejad¹,

Moradi²,

Paziresh³

et al. 2018

J. Electrochem. Soc.

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“…Due to the principle that H + is produced by a hydrolysis reaction of penicillinase and penicillin and that the hematein in the solution is reduced to hematoxylin, the following procedure was conducted (Beiginejad, Nematollahi, & Bayat, 2012). Five microliters of the MHM material with a certain mass fraction (0.5, 1, 1.5, 2, 2.5 mg/mL) was dripped onto a cleaned surface of a magnetic glassy carbon electrode and dried at 4 °C to obtain a working electrode.…”

Section: Methodsmentioning

confidence: 99%

Magnetic mesoporous carbon material based electrochemical sensor for rapid detection of penicillin sodium in milk

Wang

Xiu

Han

et al. 2020

Journal of Food Science

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In recent years, to increase growth rate and prevent infectious diseases, an excessive use of antibiotics in livestock breeding processes has resulted in the presence of antibiotic residues in animal foods. In this experiment, a new kind of electrochemical sensor is prepared based on magnetic mesoporous hollow carbon microspheres (MHM) as a penicillinase (Pen X) adsorption carrier to rapidly detect penicillin sodium (Pen G), named Pen X/MHM/MGCE. The MHM‐adsorbed penicillinase can be separated from the solution by magnetic attraction and fixed on a magnetic glassy carbon electrode by physical adsorption, which is easy to operate and avoids the interference of a crosslinking agent at the active site of the enzyme. A differential pulse voltammetry (DPV) method is used to immerse the working electrode in test samples containing different concentrations of penicillin sodium solution with 0.5 mg/mL oxidized hematoxylin. According to the quantitative relationship between the current value and the concentration of penicillin sodium, the concentration of penicillin sodium in the tested samples can be determined. The detection range of the sensor is 10−8 to 10−2 mg/mL, the linear relationship is good (R2 = 0.9983), and the detection limit (LOD) is 2.655 × 10−7 mg/mL (S/N = 3). The detection of penicillin sodium in milk using a standard addition method shows good recovery. Furthermore, the proposed method has the advantages of a wide detection range, good enzyme immobilization capacity, good precision and stability, convenient cleaning, and recycling of solid materials. Thus, it can successfully achieve rapid detection in milk samples. Practical Application The sensor provides a low detection limit and high recovery rate of electrode material; therefore, the sensor can realize the rapid and quantitative detection of penicillin sodium in milk.

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“…Brazilein and haematein, which are formed from colourless brazilin and haematoxylin, become increasingly unstable below pH 5 and produce a number of by-products as a consequence of excessive oxidation [22][23][24][25][26][27][28]. This prevents the accurate estimation of the percentage of the coloured species that remained after the fading experiment, therefore the HPLC-PDA-MS insight was not performed on the samples dyed with brazilwood and logwood.…”

Section: Extraction Proceduresmentioning

confidence: 99%

Stability of natural dyes under light emitting diode lamps

Degani

Gulmini

Piccablotto

et al. 2017

Journal of Cultural Heritage

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Electrochemical oxidation of hematoxylin – Part 1: Experimental and theoretical studies in an aqueous acidic medium

Cited by 17 publications

References 35 publications

Thermodynamic and Mechanistic Study of the Electrochemical Oxidation of Rosmarinic Acid

Thermodynamic and Mechanistic Study of the Electrochemical Oxidation of Rosmarinic Acid

Magnetic mesoporous carbon material based electrochemical sensor for rapid detection of penicillin sodium in milk

Stability of natural dyes under light emitting diode lamps

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